Regioselective Synthesis of Allylic/ Propargylic Alcohols from Con-jugated Dienes/ Enynes Catalyzed by CuCl under Aerobic Conditon

Abstract

An effective method for the regioselective synthesis of allylic/ propargylic alcohols from conjugated dienes/ enynes with CuCl/HBpin system under air is described herein. This reaction features mild conditions, excellent regioselectivity and broad substrate scope, as various aryl, hetero-aryl and alkyl group substituted allylic alcohols were successfully got in moderate to good yields. A plausible mechanism was proposed, that the reaction was started with hydride transformation to the conjugated dienes/ enynes in Markovnikov's rule. Then O2 in the air inserted into C-[Cu] bond, after hydrogenated by HBpin the desired alcohol was obtained.